A house with a ramp on the right side.
Correct. A straight tobacco pipe.
No, not that one. This shape is a wide thin horizontal shape.
Close, but no. This one is thicker at the right end.
Not the one I meant but a right answer so keep it. A long thin horizontal shape thicker on the right than the left.
No, that shape is vertical, this shape is horizontal.
Correct! A fish.
No, that's a bench. We want a fish facing upwards, mouth open.
Again, no. This shape has a square cut out at the top.

Outcome: successful
Speaker comments: I guess I can't complain since we got it done but the bot really didn't understand a lot of what I said.